This story depicts Cuckolding, Crossdressing, Group sex, Public sex and many other erotic topics if you don't enjoy this type of material please don't follow.
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How did I let it get to this situation? My head locked into the stockade at the foot of my bed. Wearing a blue latex playboy bunny costume, a remote-control vibrator shoved deep in my ass and with my laptop open to Facebook messenger. My arms have enough room so that I can push them forward just enough to move the mouse on the bed the laptop is far enough out of reach that I can't touch the keyboard. I have been like this since Lori Beth left me here as she left for work at 5:30 this morning. I guess to answer that we have to start at the beginning.
Lori Beth and I have been married for 20 years now. When we got together, she had already had two boys by other men. She told me that in her teenage years she was extremely sexually promiscuous and that she had a body count over 100. Sometimes with multiple guys. Sometimes with men and women but when we had gone together all that had stopped, and she had settled down.
Our relationship was fast moving. We spent six months writing letters back and forth to each other while I was deployed overseas before we ever meet. On our first date we went out to eat add a benihanas and then quickly went to a hotel. We both got drunk made love three separate times that night never wearing a condom. Lori Beth hated condoms. It just didn't feel natural to her.
We spent the next three months dating very quickly before I proposed. Three months later in July, we were married with our first child on the way. It wasn't long after our first son was born that she was pregnant again with our daughter, bringing us to a family of 6.
I would find myself working long hours and traveling a lot just to make ends meet. While Lori Beth was home being a housewife and mother. Our sex life slowed down but the desire to be with her never did and the thoughts of her the wild days turned me on.
As a child I would frequently steal my stepmother's lingerie and dress pretending to be a woman. I loved the feel of silk and lingerie across my body. This carried onto my adult life. So, whenever I was away for work, I would buy Lori Beth silky lingerie just to have her take pictures of herself in it for me. I would fantasize about me wearing it as well or her using a strap-on on me while I was wearing a matching outfit.
Eighteen years later I was in a car accident and had to stop working. Lori Beth had to step up and become the family's provider. She took a job at a Target Distribution Warehouse, working every Saturday, Sunday and Monday and then mandatory overtime during peak season. She was now away from home frequently and this left me to fantasize even more.
While Lori Beth was at work, I would often find myself cruising the internet looking at porn and reading cuckolding stories. I would often fantasize about Lori Beth having sex with her coworkers will at work or wearing the lingerie that I had purchased for her while she was with someone else. I even found myself going into men's chat rooms and telling them about my wife. I would send the men I spoke to pictures of her, knowing they were getting off to my wife. My next step down this road was beginning to wear her lingerie it was very tight fitting as I was bigger than her. I would take pictures of me in it and send it to the men that I was talking to.
Unfortunately, this would lead up to Lori Beth finding out. You see I wasn't always the best at clearing my history. One day Lori Beth was on my computer checking her email and found the pictures. She then looked through the browsing history and saw what I had been doing. To say that she was mad that I had been wearing her clothes was an understatement. She ripped up the clothing that I had worn shut herself in our room and didn't come out and I slept on the couch.
The next day, Lori Beth was having coffee and she told me to sit down at the table. She told me that if this is what I want, this is what it will be. I couldn't say a word and just hung my head low.
She said that I will never wear her clothes again. That those were for her and her alone but that she would be picking out my outfits from now on.
Later that evening she got dressed in a tight red mini dress with a lace top that showed off more of her cleavage and stopped extremely low showing off just the hint of her ass. When she bent over, and I noticed that she was not wearing any panties.
Our first stop for the evening was at Target in Savannah where she picked out a silk burgundy thong, matching bra, a flax leather black skirt and a silk burgundy button-down blouse. After checking out she told me to go to the restroom and put the outfit on and meet her in the car. I begged her not to make me wear them in public.
"Too fucking, bad Alex! You wanted to dress in my fucking clothes! Show strange men online! Be happy that I am even letting you ride in the car with me! That I don't make you catch an Uber to the rest of our stops this evening or just make you walk home in them."
With that I had nothing more to say and did as I was told. When I came out of the stall dressed as a woman, a man was using the urinal and stared. I just kept walking, handing my head low in shame, hoping that no one that knew saw me.
The sun was starting to set, and our next stop was Sunset Novelties on Abercorn Street. Lori instructed me to go inside and get an AcmeJoy Bluetooth Remote Control 9 Thrusting Vibrating Prostate Massager with Penis Ring. I was to put it on before I came back in to the car or she would leave me here. I was so nervous but didn't want to upset her again.
Once inside I got plenty of stares due to my outfit, but found what I was instructed to. At checkout I asked if they had a restroom but was told that it was for employees only. I was left with little choice and after leaving the store I walked around to the side unboxed the anal plug, pulled the panties aside and worked it painfully into my ass. I then went to the car where Lori Beth was laughing. "You know a guy came out and was watching you from his car while you put that in. Maybe you should go get his number?"
"Lori please. I am so sorry. Lets just go home."
"Hell No! You wanted this and the night is just getting started. Mary is over at her friends and the boys are at work. I am planning on making you suffer tonight, and tonight is only the beginning." With that she unlocked the car, and I got back in.